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Organic & Biomolecular Chemistry
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ARTICLE
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NMR (600 MHz, CDCl3)32: δ 9.61–9.55 (d, J = 7.9 Hz, 1H, H-16),
7.27 (s, 1H, H-7), 7.05–7.16 (m, overlapping peaks, 2H, H-14
and 20), 6.66 (dd, J = 10.8, 14.9 Hz, 1H, H-10), 6.59 (t, J = 11.4
Hz, 1H, H-19), 6.49–6.56 (m, overlapping peaks, 2H, H-12 and
13), 6.21 (dd, J = 7.9, 15.2 Hz, 1H, H-15), 5.91–6.07 (m,
overlapping peaks, 3H, H-9, 11 and 21), 5.56 (d, J = 11.4 Hz, 1H,
H-18), 4.71–4.65 (m, 1H, H-8a), 4.41 (dd, J = 10.1, 14.1 Hz, 1H,
H-8b), 4.37–4.30 (m, 1H, H-23a), 4.19 (ddd, J = 3.5, 5.0, 11.1
Hz, 1H, H-23b), 2.76 (td, J = 7.0, 14.6 Hz, 1H, H-5a), 2.64 (td, J =
7.4, 14.8 Hz, 1H, H-5b), 2.59–2.49 (m, 1H, H-22a), 2.49–2.41
(m, 1H, H-22b), 2.38–2.21 (m, 2H, H-2), 1.77–1.63 (m, 2H, H-
4), 1.60–1.51 (m, 2H, H-3).13C NMR (151 MHz, CDCl3): δ 193.4,
173.3, 164.0, 150.6, 146.8, 142.5, 139.9, 132.9, 132.6, 132.2,
131.6, 128.2, 128.0, 121.4, 114.3, 70.5, 61.8, 53.3, 34.7, 33.2,
28.6, 25.1, 24.3. IR (film): 2929, 2856, 2361, 1721, 1673, 1615,
1222, 1157, 1116, 996, 731 cm-1. HRMS-ESI (m/z) calculated
for C23H28N3O5+ [M + H]+: 426.2023; found 426.2010.
Acknowledgements
This work was financially supportedDObyI: 10a.10N39g/āCP6aOeB00o086teJ
Māramatanga bridging grant and a Victoria PhD scholarship to
HC (Victoria University of Wellington). The authors thank Ian
Vorster for his help with NMR and HRMS, Jingjing Wang for
running HRMS samples, A/Prof Peter Northcote for purification
advice and Dr Jonathan Singh for help with NMR and HPLC
purification.
Notes and references
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= 11.4 Hz, 1H, H-19), 6.47–6.40 (m, 1H, H-11), 6.34–6.18 (m,
3H, H-12, 13 and 14), 6.01 (d, J = 9.2 Hz, 1H, H-21), 5.92–5.84
(m, overlapping peaks, 2H, H-9 and 15), 5.74 (dd, J = 6.9, 15.2
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9.7 Hz, 1H, H-23a), 4.23–4.16 (m, 1H, H-23b), 3.30–3.24 (m,
2H, H-16), 2.78–2.67 (m, 1H, H-5a), 2.67–2.56 (m, 1H, H-5b),
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1.64 (m, 2H, H-4), 1.60–1.50 (m, 2H, H-3).13CNMR (151 MHz,
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41.9, 34.7, 33.2, 28.6, 25.2, 24.4. IR (film): 2934, 2862, 1717,
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12 | J. Name., 2012, 00, 1-3
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